1426129-50-1

Basic information

• Product Name: LCZ696 InteMediate
• Synonyms: LCZ696 InteMediate;(R)-tert-butyl (1-([1,1'-biphenyl]-4-yl)-3-hydroxypropan-2-yl)carbaMate;N-[(1R)-2-[1,1'-Biphenyl]-4-yl-1-(hydroxymethyl)ethyl]carbamic acid 1,1-dimethylethyl ester;tert-butyl (R)-(1-([1,1'-biphenyl]-4-yl)-3-hydroxypropan-2-yl)carbamate;1)(R)-tert-butyl (1-([1,1'-biphenyl]-4-yl)-3-hydroxypropan-2-yl)carbamate;LCZ-696 Intermediate 39;EOS-61581;Carbamic acid, N-[(1R)-2-[1,1'-biphenyl]-4-yl-1-(hydroxymethyl)ethyl]-, 1,1-dimethylethyl ester
• CAS NO: 1426129-50-1
• Molecular Formula: C₂₀H₂₅NO₃
• Molecular Weight: 327.4174
• EINECS: -0
• Product Categories: LCZ 696;LCZ696
• Mol File: 1426129-50-1.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 514.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.103±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.85±0.46(Predicted)
• CAS DataBase Reference: LCZ696 InteMediate(CAS DataBase Reference)
• NIST Chemistry Reference: LCZ696 InteMediate(1426129-50-1)
• EPA Substance Registry System: LCZ696 InteMediate(1426129-50-1)

Safety Data

• Hazardous Substances Data: 1426129-50-1(Hazardous Substances Data)

Usage

Uses

N-?[(1R)?-?2-?[1,?1''-?Biphenyl]?-?4-?yl-?1-?(hydroxymethyl)?ethyl]?-carbamic Acid 1,?1-?Dimethylethyl Ester is a useful intermediate for preparing Sacubitril (S080900)/Valsartan (V095750).

Upstream product

• 122709-20-0 N-(tert-butoxycarbonyl)-L-serine N'-methoxy-N'-methylamide 
• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 123254-10-4 (2S)-2-tert-butoxycarbonylamino-3-(tert-butyldimethylsilanyloxy)propionic acid 
• 693288-28-7 methyl (2S)-N-methyl-2-(tert-butoxycarbonylamino)-3-(t-butyldimethylsilanyloxy)propanohydroxamate 
• 99334-26-6 methyl (4-bromophenyl)pyruvate 
• 6362-58-9 methyl phenylpyruvate 
• 1589-82-8 phenylmagnesium bromide 
• 117083-79-1 3-Biphenyl-4-yl-2-oxo-propionic acid methyl ester 
• 149818-98-4 methyl (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanoate 

Downstream Products

• 149709-59-1 (R)-5-biphenyl-4-yl-4-tert-butoxycarbonylamino-2-methylpent-2-enoic acid ethyl ester 
• 149709-58-0 (R)-α-<<(1,1-dimethylethoxy)carbonyl>amino><1,1'-biphenyl>-4-propanal 
• 149709-60-4 ethyl (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpentanoate 
• 1012341-50-2 (2R,4S)-5-[(1,1‘-biphenyl)-4-yl]-4-((tert-butoxycarbonyl)amino)-2-methylpentanoic acid 
• 304-91-6 o-iodosobenzoic acid 
• 1012341-48-8 (2E,4R)-5-{[1,1'-biphenyl]-4-yl}-4-{[(tert-butoxy)carbonyl]amino}-2-methylpent-2-enoic acid 
• 149709-59-1 ethyl 5-(4-<1,1'-biphenyl>yl)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2-methyl-2-pentenoate 

Relevant articles and documents

Sacubitril intermediate as well as synthesis method and application thereof

The invention belongs to the technical field of medicine, and particularly relates to a sacubitril intermediate and a synthetic method and application thereof, wherein the synthetic method comprises the steps: taking D-biphenyl alanine as an initial raw material, and successively carrying out multiple reactions; and crystallizing and filtering to obtain (R)-2-(N-tert-butyloxycarbonylamino)biphenylpropanol. According to the sacubitril intermediate and the synthetic method and application thereof disclosed by the invention, D-biphenyl alanine is selected as an initial raw material; the subsequent added reactants are combined for successive reaction for multiple times; and finally, (R)-2-(N-tert-butyloxycarbonylamino)biphenyl propanol is synthesized. The reaction steps are simple and environment-friendly; industrial production is facilitated, particularly, the chemical purity of the product can reach 96% or above; the yield can reach 85% or above, and good industrial prospects are achieved; in addition, according to the synthetic method of (R)-2-(N-tert-butyloxycarbonylamino)biphenyl propanol, the recycled metal catalyst and concentrated filtrate can be recycled, the synthesis cost of (R)-2-(N-tert-butyloxycarbonylamino)biphenyl propanol is low, and industrial production is better facilitated.

R - biphenyl c serinol preparation method (by machine translation)

The invention relates to a preparation method for the intermediate sha kubi tune, in particular to a R - biphenyl c serinol preparation method, steps are as follows: first of all in order to D - tyrosine derivatives as raw materials with different substituted base sulfonic acid chloride (or anhydride) reaction, a compound represented by formula III, the compounds of the formula III are prepared through two routes the third ammonia is mellow R - biphenyl. Route a: type III of a compound represented by formula II shown in the reduction of the compound, then obtained by coupling the third ammonia is mellow R - biphenyl; line II: type III as shown in the coupling shown in formula V compound, further reduction to obtain R - biphenyl the third ammonia is mellow. Prepared by the method of the aforesaid compound R - biphenyl c sphingosine is model antihypertensive medicine LCZ696 (Entresto) of pegvisomant Sacubitril (AHU - 377) key intermediate. The method is simple in operation, short route, is suitable for industrial production. (by machine translation)

Preparation method of Sacubitril key intermediate

The invention discloses a synthesis and preparation method of Sacubitril key intermediate N-[(1R)-2-(1,1'-biphenyl)-4-yl-1-(hydroxymethyl)ethyl]carbamic acid tert-butyl ester. The preparation method comprises the steps of adopting 4-biphenylcarboxaldehyde and hydantoin as starting materials; carrying out condensation and hydrolysis 'one-pot method' reaction, esterification reaction, dissymmetricaltransamination reaction, and Boc protection and reduction reaction to synthesize and prepare the target product. The preparation method has the characteristics of easiness in obtaining the reaction raw materials, short path, high reaction stereoselectivity, mild conditions, simple and convenient process operation, and the like, and is suitable for industrial production.